benzyl DL-N-(benzyloxycarbonyl)homoserinate

Base Information

• Chemical Name: benzyl DL-N-(benzyloxycarbonyl)homoserinate
• CAS No.: 58611-62-4
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• Mol file: 58611-62-4.mol

Synonyms:benzyl DL-N-(benzyloxycarbonyl)homoserinate

Chemical Property of benzyl DL-N-(benzyloxycarbonyl)homoserinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl DL-N-(benzyloxycarbonyl)homoserinate

There total 5 articles about benzyl DL-N-(benzyloxycarbonyl)homoserinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one (31332-88-4) + benzyl bromide (100-39-0) → benzyl DL-N-(benzyloxycarbonyl)homoserinate (58611-62-4)

Guidance literature:

With sodium hydroxide; In methanol; N,N-dimethyl-formamide; at 23 ℃; for 24h;

DOI:10.1039/c39870001710

Reference yield:

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one (31332-88-4) → benzyl DL-N-(benzyloxycarbonyl)homoserinate (58611-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / dioxane

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/jo00314a029

Reference yield:

DL-Homoserine (1927-25-9,119736-88-8) + benzyl bromide (100-39-0) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl DL-N-(benzyloxycarbonyl)homoserinate (58611-62-4)

Guidance literature:

Multistep reaction; (i) aq. Na₂CO₃, (ii) /BRN= 385801/, DMF;

DOI:10.1021/jm00227a021

upstream raw materials:

DL-Homoserine

benzyl bromide

benzyl chloroformate

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one

Downstream raw materials:

2-Amino-4-methanesulfonyloxy-butyric acid benzyl ester

methyl 4-<<4-oxo-4-(benzyloxy)-3-<amino>butyl>amino>-α-oxophenylacetate dimethyl ketal

benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate

benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate